Brattleboro, VT Homes

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  /39

  $399,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,616 Sq Ft

  198 Hillcrest Terrace, Brattleboro, VT 05301

  Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room

  Patrice Schneider Southern Vermont Realty Group

  198 Hillcrest Terrace, Brattleboro, VT 05301
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  /18

  $335,000 Sold Jul 30, 2025

  138 Cedar St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,174 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Above List Price
  • $285/SF
  • 36 Days On Market

  Current Estimated Value $333,652

  Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  138 Cedar St, Brattleboro, VT 05301
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  /31

  Est $284,306 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  196 Randall Dr, Brattleboro, VT 05301

  196 Randall Dr, Brattleboro, VT 05301
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  /34

  $389,000 Pending

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  137 Pleasant Valley Rd, Brattleboro, VT 05301

  This is a rare opportunity to own a piece of Pleasant Valley road in west Brattleboro Vermont. A solid Timberframe, designed and built in 2019 with sustainability and long term affordability as the guiding factors. This 650 square foot home is just enough to provide comfortable living with its high ceiling and extravagant windows, without having to heat and maintain extraneous space. With its

  Christine Lewis Brattleboro Area Realty

  137 Pleasant Valley Rd, Brattleboro, VT 05301
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  /59

  $543,000 Sold Aug 07, 2025

  628 S Main St, Brattleboro, VT 05301

  • 5 Beds
  • 4.5 Baths
  • 5,850 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $93/SF
  • 20 Days On Market

  Last Listing Agent Kerry Mulverhill

  628 S Main St, Brattleboro, VT 05301
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  /34

  Est $611,070 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,500 Sq Ft

  1245 Black Mountain Rd, Brattleboro, VT 05301

  1245 Black Mountain Rd, Brattleboro, VT 05301
• 

  

  /59

  $495,000 Pending

  • 3 Beds
  • 2 Baths
  • 3,090 Sq Ft

  301 Maple St, Brattleboro, VT 05301

  Sweet! It is starting to get chilly, we remember the oversized salt water pool fun and the summer heat on tanned skin, coming again in the spring. The flowers and shrubs will sing again next season, but for now, we get to love the hardscape that comes to life catching flakes and creating breathtaking sculptures that glitter and change as we watch. It is the season for snuggling in, all toasty and

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301
• 

  

  /23

  $180,000 Sold May 23, 2025

  39 Brookside Dr Unit 5, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1966

  Last Sold Summary

  • $194/SF
  • 49 Days On Market

  Current Estimated Value $183,301

  Last Listing Agent Angela Sherman Brattleboro Area Realty

  39 Brookside Dr Unit 5, Brattleboro, VT 05301
• 

  

  /22

  Est $316,989 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  1075 Middle Rd, Brattleboro, VT 05301

  1075 Middle Rd, Brattleboro, VT 05301
• 

  

  /24

  $29,900 Pending

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  97 Glen St, Brattleboro, VT 05301

  Finally!! Affordable!! This just right sized home is tucked into the 55 and older park for peace and quiet. Along the brook, the damaged homes have been removed and replaced with open green space with a gentle park like feel. There is an awning over the stairs, an added pitched roof, spacious front end kitchen/dining with several windows and some built-ins. Located in one of the 3 parks, making

  Angela Sherman Brattleboro Area Realty

  97 Glen St, Brattleboro, VT 05301
• 

  

  /20

  $79,000 Sold May 05, 2025

  6 Thistle Hill Rd, Brattleboro, VT 05301

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1986

  Last Sold Summary

  • $101/SF
  • 8 Days On Market

  Last Listing Agent Victoria Woods Brattleboro Area Realty

  6 Thistle Hill Rd, Brattleboro, VT 05301
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  /12

  Est $261,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  129 West St, Brattleboro, VT 05301

  129 West St, Brattleboro, VT 05301
• 

  /2

  $350,000

  • 2 Beds
  • 1 Bath
  • 3,312 Sq Ft

  573 S Main St, Brattleboro, VT 05301

  Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

  Christine Lewis Brattleboro Area Realty

  573 S Main St, Brattleboro, VT 05301
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  /43

  $229,300 Sold May 02, 2025

  129 Morningside Commons, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • Built 1998

  Last Sold Summary

  • $201/SF
  • 28 Days On Market

  Current Estimated Value $234,541

  Last Listing Agent Zachary Zupan EXP Realty

  129 Morningside Commons, Brattleboro, VT 05301
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  /40

  Est $393,223 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  36 Goldfinch Ln, Brattleboro, VT 05301

  36 Goldfinch Ln, Brattleboro, VT 05301
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  /8

  $48,000

  • Land
  • 6.1 Acres
  • $7,869 per Acre

  0 Cooke Rd, Brattleboro, VT 05301

  Amidst rolling VT farmland, sits these 6 acres in West Brattleboro. While there is road frontage on Rte 9, the driveway is off the class 4 section of Cooke Rd. There's about 250 feet of Cooke Rd that you would need to maintain before the town road. The ROW into the land parallels the power lines, which you cannot see when you're on the land. There a nice cleared shelf when you walk in and then

  Victoria Woods Brattleboro Area Realty

  0 Cooke Rd, Brattleboro, VT 05301
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  /28

  $460,000 Sold May 01, 2025

  70 Tyler St, Brattleboro, VT 05301

  • 4 Beds
  • 1.5 Baths
  • 2,051 Sq Ft
  • Built 1920

  Last Sold Summary

  • $224/SF
  • 0 Days On Market

  Current Estimated Value $461,665

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  70 Tyler St, Brattleboro, VT 05301
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  /32

  Est $306,146 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  499 S Main St, Brattleboro, VT 05301

  499 S Main St, Brattleboro, VT 05301
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  /12

  $329,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  16 Sycamore St, Brattleboro, VT 05301

  Three-bedroom, one-bath single-family home offering 960 square feet of comfortable living space in a highly desirable central location between Route 9 and Route 30. Conveniently situated near the Brattleboro Retreat trails and the iconic Harris Hill Ski Jump, providing easy access to outdoor recreation. The home features attractive stonework, a new roof, an oversized one-car garage, and a

  Kelly Agrillo Southern Vermont Realty Group

  16 Sycamore St, Brattleboro, VT 05301
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  /39

  $475,000 Sold Apr 23, 2025

  101 Washington St, Brattleboro, VT 05301

  • 5 Beds
  • 2.5 Baths
  • 2,823 Sq Ft
  • Built 1905

  Last Sold Summary

  • $168/SF
  • 121 Days On Market

  Current Estimated Value $489,023

  Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  101 Washington St, Brattleboro, VT 05301
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  /27

  Est $246,159 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,665 Sq Ft

  379 S Main St, Brattleboro, VT 05301

  379 S Main St, Brattleboro, VT 05301
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  /2

  $370,000

  • 5 Beds
  • 4 Baths
  • 3,002 Sq Ft

  10 Birge St, Brattleboro, VT 05301

  Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser.

  Christine Lewis Brattleboro Area Realty

  10 Birge St, Brattleboro, VT 05301
• 

  

  /22

  $89,900 Sold Jan 23, 2026

  2 Wagon Dr, Brattleboro, VT 05301

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft
  • Built 1977

  Last Sold Summary

  • $99/SF
  • 6 Days On Market

  Last Listing Agent Christine Lewis Brattleboro Area Realty

  2 Wagon Dr, Brattleboro, VT 05301
• 

  

  /23

  Est $298,811 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft

  380 S Main St, Brattleboro, VT 05301

  380 S Main St, Brattleboro, VT 05301
• 

  

  /48

  $415,000

  • 6 Beds
  • 2 Baths
  • 2,048 Sq Ft

  58-60 Frost Place, Brattleboro, VT 05301

  This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Brand new hot water heater, dishwasher, garbage disposal, and toilet have just been installed. Both have in-unit washer & dryer. Enter through the thoughtfully crafted mudrooms with generous built-in storage. The

  Lily Gautot Greenwald Realty Group

  58-60 Frost Place, Brattleboro, VT 05301
• 

  

  /19

  $305,000 Sold Aug 05, 2025

  85 Crosby St, Brattleboro, VT 05301

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $203/SF
  • 41 Days On Market

  Current Estimated Value $305,459

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  85 Crosby St, Brattleboro, VT 05301
• 

  

  /12

  Est $379,549 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  71 Home St, Brattleboro, VT 05301

  71 Home St, Brattleboro, VT 05301
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  /51

  $899,800

  • 5 Beds
  • 8 Baths
  • 7,430 Sq Ft

  925 Hinesburg Rd, Brattleboro, VT 05301

  Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

  Christine Lewis Brattleboro Area Realty

  925 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /56

  $240,000 Sold Aug 29, 2025

  67 Morningside Commons, Guilford, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 19 Days On Market

  Current Estimated Value $237,069

  Last Listing Agent Sally Fegley BHG Masiello Brattleboro

  67 Morningside Commons, Guilford, VT 05301
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  /24

  Est $259,251 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  46 Moreland Ave, Brattleboro, VT 05301

  46 Moreland Ave, Brattleboro, VT 05301
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  /3

  $125,000

  • Land
  • 1.75 Acres
  • $71,429 per Acre

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

  Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

  Christine Lewis Brattleboro Area Realty

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
• 

  

  /10

  $145,000 Sold Jan 06, 2026

  680 W River Rd, Brattleboro, VT 05301

  • Land
  • 8 Acres
  • $18,125 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 148 Days On Market

  Last Listing Agent Chris Long BHG Masiello Brattleboro

  680 W River Rd, Brattleboro, VT 05301
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  /16

  Est $425,150 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft

  68 Wilsons Woods Rd, Brattleboro, VT 05301

  68 Wilsons Woods Rd, Brattleboro, VT 05301
• 

  

  /18

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  164 Chestnut St, Brattleboro, VT 05301

  Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

  Christine Lewis Brattleboro Area Realty

  164 Chestnut St, Brattleboro, VT 05301
• 

  

  /11

  $195,000 Sold Mar 14, 2025

  99 Morningside Common, Brattleboro, VT 05301

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $185/SF
  • 281 Days On Market

  Current Estimated Value $205,902

  Last Listing Agent A.J. Bellville Bellville Realty

  99 Morningside Common, Brattleboro, VT 05301
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  /40

  Est $485,830 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,444 Sq Ft

  67 Wilsons Woods Rd, Brattleboro, VT 05301

  67 Wilsons Woods Rd, Brattleboro, VT 05301
• 

  /2

  $80,000

  • Land
  • 1.97 Acres
  • $40,609 per Acre

  24 Summit Cir, West Brattleboro, VT 05301

  Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

  Claire Renaud Berkley & Veller Greenwood Country

  24 Summit Cir, West Brattleboro, VT 05301
• 

  

  /60

  $625,000 Sold Oct 03, 2025

  49 Tyler St, Brattleboro, VT 05301

  • 3 Beds
  • 2 Baths
  • 2,731 Sq Ft
  • Built 1880

  Last Sold Summary

  • 14% Below List Price
  • $229/SF
  • 65 Days On Market

  Current Estimated Value $602,824

  Last Listing Agent Karen Hoppe Berkley & Veller Greenwood Country

  49 Tyler St, Brattleboro, VT 05301
• 

  

  /30

  Est $418,012 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  49 Marlboro Ave, Brattleboro, VT 05301

  49 Marlboro Ave, Brattleboro, VT 05301
• 

  

  /20

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,733 Sq Ft

  1177 Western Ave, Brattleboro, VT 05301

  So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

  Christine Lewis Brattleboro Area Realty

  1177 Western Ave, Brattleboro, VT 05301

Showing Results 41 - 80, Page 2 of 18